What to Do on a Weekend Getaway Around Tuxedo, New York
You don’t have to drive very far outside of New York City to suddenly feel like you’re a world away. In fact, just about an hour north of Manhattan, Tuxedo and the surrounding area serves as a sophisticated gateway to the lower Hudson Valley, offering a perfect blend of rugged mountain trails, world-class art, and restorative wellness retreats. Whether you’re looking to scramble through famous rock formations in Harriman State Park, hunt for mid-century treasures in riverside galleries, or enjoy a quiet, farm-to-table brunch overlooking the fields, this pocket of the valley has a way of making the city feel so much further away than it actually is.
Although it’d be easy to spend days on end in this area, if you’ve only got a weekend—we’ve got you covered. Here is a curated itinerary that mixes iconic landmarks with hidden local favorites for the ultimate Hudson Valley escape in just under 48 hours.
FRIDAY: Arrival and Fireside Dining
After you’ve settled into your lodgings and dropped your bags, ease into the Hudson Valley pace with a meal that highlights the region's historic charm.
Evening: Dinner and Winding Down
Dinner: Valley Rock Inn & Mountain Club
Valley Rock Inn & Mountain Club in Sloatsburg is an ideal first stop for an upscale, visually stunning dinner. The property feels like a private sanctuary, featuring beautifully landscaped grounds and a sophisticated mountain-club atmosphere. Enjoy a meal at the Lodge, which features vaulted ceilings and four massive fireplaces (book your reservations in advance). If you get there on the earlier side, make sure to take a stroll through the outdoor rose garden. After dark, decompress from your drive on their heated porch in cooler months.
27 Mill Street, Sloatsburg
SATURDAY: Adventure, Antiquing, and Evening Beats
Start your morning with a hearty meal before hitting the trails and exploring the local shops.
Morning: Comfort Food and the Great Outdoors
Breakfast: Dottie Audrey's Bakery Kitchen
Dottie Audrey's Bakery Kitchen in Tuxedo Park is a beloved local staple known for its scratch-made comfort food and welcoming, community vibe. Their menu features exceptional house-made breads, seasonal pastries, and robust breakfast sandwiches, all housed in a bright, friendly space that is perfect for fueling up before a hike.
549 Rt 17, Tuxedo Park
A Morning Hike: The Lemon Squeezer via Island Pond
Skip the more popular lake loop, and explore this rugged section of Harriman State Park. Start at the Elk Pen trailhead (10 minutes from Tuxedo). From there, you’ll hike to the "Lemon Squeezer," a famous rock crevice you’ll need to shimmy through. Give yourself a second to stop for a photo there, before continuing on to the serene Island Pond, before you head back to the trailhead. The full route is just under 4 miles, making it perfect for working up an appetite.
Island Pond and Lemon Squeezer, Harriman State Park
Afternoon: Rustic Bites and Village Exploration
Lunch: Cooper’s Tavern
Locals remember this as the old Rhodes North Tavern, which was sold and underwent renovations last year. Now reopened as Cooper’s Tavern, you’ll find a rustic, lodge-like interior with Irish-American favorites on the menu. Although the menu has shifted, the welcoming vibe, classic dishes, and craft cocktails are still standouts.
40 Orange Turnpike, Sloatsburg
Shopping: Antiquing in Nyack
From Tuxedo, you’ll drive about 30 minutes easy to Nyack, NY. While Sugar Loaf is charming, Nyack offers a larger concentration of high-end galleries and shops like Hickory Dickory Dock. Stroll down Main Street and Broadway for a mix of vintage clothing, rare books, and mid-century modern furniture.
Main Street and Broadway, Nyack
A Late Afternoon Pick-Me-Up: Boxer Donut and Espresso Bar
If all of the browsing has you hungry, stop by Boxer Donut and Espresso Bar for a specialty coffee and one of their famous hand-cut donuts. With yeast raised, cake, vegan, and choux- based donut options, you’re sure to find a flavor that suits your mood, before heading back toward Tuxedo for an evening meal.
17 N. Franklin Street, Nyack
Evening: Dinner and Nightlife
Dinner: The Grange
Make an early evening reservation at The Grange in Warwick for a highly refined, "farm-to-table" experience that feels intimate and artisanal. You’ll find a daily-changing menu that focuses on whatever is being harvested that exact week in the Black Dirt Region. Intimate and intentional, it’s the perfect place to unwind and recap your day.
1 Ryerson Road, Warwick
A Nightcap and Music: Pennings Farm Market
During the warmer months, you’ll find Pennings Farm Market to be a lively place on Saturday nights. There’s plenty of outdoor seating in the beer garden and you can enjoy a flight of their own "Pennings Own" hard ciders while watching local live music.
161 State Route 94 South, Warwick
Sunday: Wellness and Views
Rise and shine! On your final day, focus on restoration and taking in the artistic landscape of the region before heading back south to NYC.
Morning: Coffee and Relaxation
Breakfast: Caffe a la Mode
Check our of your bed & breakfast, then make the quick drive to Warwick for a light, European-style breakfast. In this boutique cafe with high-quality espresso and fresh crepes, you can enjoy brunch classics like egg sandwiches and french toast, or try one of their chia pudding breakfast bowls.
1 Oakland Avenue, Warwick
Wellness: Saltara Healing
Book a session ahead of time at Saltara Healing for the perfect Sunday morning reset. If yoga doesn’t feel quite right, check out their Himalayan Salt Room or enjoy a private sound bath to clear your head and rejuvenate your body.
17 River St, Suite 9, Warwick
Afternoon: Art and the Trip Back
Afternoon: Storm King Art Center
We’d be remiss to not mention this world-class art facility, located just under 30 minutes outside of Tuxedo. The Storm King Art Center invites you to stroll through 500 acres of hills to see monumental sculptures. A peaceful, quiet way to spend your final hours in the valley, you can grab a bite at their outdoor cafe before packing in, and heading back to the city.
20 Old Pleasant Hill Road, New Windsor
Discover More at The Village at Tuxedo Reserve
Explore more of the Hudson Valley lifestyle at The Village at Tuxedo Reserve — a new town center bringing together experiential dining, boutique retail, outdoor recreation, and community just 30 miles from Manhattan.